Hurt when head is broken outside city (5)
I believe the answer is:
ached
'hurt' is the definition.
(I've seen this before)
'head is broken outside city' is the wordplay.
'is broken' indicates an anagram.
'outside' means one lot of letters goes inside another (some letters go outside others).
'city' becomes 'c' (this could be a standard abbreviation I've not previously seen).
'head' anagrammed gives 'ahed'.
'ahed' enclosing 'c' is 'ACHED'.
'when' acts as a link.
Can you help me to learn more?
(Other definitions for ached that I've seen before include "Yearned" , "Throbbed" , "caused discomfort" , "suffered" , "Hurt" .)